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Alquileres vacacionales con las mejores valoraciones cerca de Smathers Beach
Los huéspedes están de acuerdo: estas estadías están muy valoradas por su ubicación, limpieza y otros aspectos.

Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Gorgeous Ocean View in Paradise, Close to Key West
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Hidden Beach unit 1 The Perfect Place to stay
This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.

Poolside Cottage #412
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of KW. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the seaport and world famous Duval Street! Bikes, golf carts, kayaks, stand-up paddleboards and other watercraft can all be rented locally!

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs & DVD players.

Tropical Escape at Sunrise
We thoroughly sanitize upon check-out. This luxurious condo features a wonderful tropical interior design. It includes 2 spacious BR's: king bed/ full bath, queen bed/ full bath). Our living room sofa bed accommodates 1 guest. A fully equipped kitchen. Patio overlooks pool. WiFi, basic cable, 3 TV's, A/C, washer-dryer, workout center, BBQ, tennis court, elevator, parking. Accommodates no more than 5 guests. Must be 25 and older.

Key West Beachside 1400sf, 2 Bedroom Condo
Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

The Bartlum - Steps to Duval Street
Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!
Comodidades populares en alquileres vacacionales cerca de Smathers Beach
Condominios vacacionales con wifi

High Tide in Key West

A Cuban Club Suite by Rent Key West Vacations

Condo de Paradise/Salt Water Pool/Boat Dock

Ocean Front Studio private Sandy Beach in Key West

Rooftop Penthouse

Palm Garden retreat with Hot Tub & Prime Key West

EYW Getaway

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Casas vacacionales para familias

Kelly’s Kabin - Private FL Keys Cottage

Gone Coastal

Gorgeous Romantic Private Villa, Steps from Duval!

Waterfront Haven House with Boat Basin & Ramp!

Brisa Del Mar by AvantStay | Ocean Front Community

Funky Chicken Cottage with Shared Pool in Paradise

Poinciana Treetop ~ Casual Second Floor Duplex

Casa Capri 3 bed 3 bath sleeps 8 tropical decorate
Apartamentos vacacionales con aire acondicionado

Sunset Harbor 2 bed Ocean views!

Duval Corner - Pet friendly with Balcony

Newly Renovated 2/2 Bath Condo, with shared pool

Duval Balcony Spanky's Retreat

Key West Condo 2B/2B with Pool & Boat FREE Slip

Hyatt Windward Pointe! Great Location!

"Hemingway" 1 bedroom at Leo's

Oceanview condo w/pool, jacuzzi
Otros alquileres vacacionales excelentes cerca de Smathers Beach

Off Grid Boat "Shanty Pineapple" Key West

Best Resort in Key West, 2BD/2BA

Key Lime Paradise Condo with Pool Near Beach

Pool View Suite | Beachside Resort

Houseboat in Key West

Historic Cigar House. 3rd floor Suite W/Kitchen

Classic 30’ Sailboat

Stunning Townhouse * Full kitchen! * Sleeps 6
Destinaciones para explorar
- Playa Sombrero
- Calusa Beach y Loggerhead Beach
- Parque Estatal Bahia Honda
- Long Beach
- Acuarios de Encuentros de los Cayos de Florida
- Sunset Park
- Parque Histórico Estatal Fort Zachary Taylor
- Cayo Hueso
- Conservatorio de Mariposas y Naturaleza de Key West
- Seven Mile Bridge
- Cayo Hueso Faro Museo
- Ernest Hemingway Home & Museum
- The Turtle Hospital
- Cayo Hueso




